My Very First Time - True Story

It was summer I had just turned 18 and graduated from High School; It has been a very good year for me. I had good grades, was learning to drive with driver training, and boys had started to notice me. During the past few years my body had started to take on the look of a woman. My nice firm ass was very shapely, my waist very much smaller, and my breasts had gone from the size of an orange to the size of a grapefruit. I seldom work a bra as my breasts were very firm and uplifted. My nipples had developed to the size of a gumdrop, and were very sensitive. Just the most casual brush against them would almost immediately have them standing out firmly in whatever I was wearing. I was looking forward to summer, finishing up my driver training, and spending a lot of time at the beach in my brand new string bikini.

Next year I would be going on to College. I was really looking forward to being on my own. My parents were very religious and protective of me all throughout high school. I was not allowed to date unless it was a double or one of my parents was along. Sex was something that I had read a lot about, but never really had the opportunity to take part in. My girl friends told me how good it was, but I had to wait until just the right moment to find out for myself. Going away to college was going to be my very first opportunity to go on a real date, and I could hardly wait. Little did I know that was going to happen in this the last few weeks of my last summer at home.

Driver training was on Tuesday and Thursday afternoon. The instructor was a bit older, he had just turned 20. There were three of us in Drivers Training, another girl and a boy beside myself. Our sessions were 2 to 3 hours long and we all got to drive at least twice each time out. We covered both city and highway driving and often went 25 or 30 miles out of town. One day we were on the highway, I was driving. I noticed Denny, our instructor, kind of watching me out of the corner of my eye. One time I quickly turned my head and looked at him, he abruptly turned away. I then noticed that he had an unusual bulge in the crotch of his pants. I kind of quietly gigged to myself, knowing that a man’s penis would get bigger when he was sexually excited. After all, I had been through Freshman Biology class in High School, and did not think that I was completely stupid about sex. A girl friend of mine had also shown me pictures of a penis in a library book. I remember we both were giggling about what it looked like when it was soft, just kind of hanging there.

After class on the particular day, Jenny (the other girl in Drivers Training) and I walked home from Drivers Training, which was only about 6 blocks from where we lived. I told her about seeing his penis looking real big in his pants while I was driving. She looked at me and said, “you know you don’t have a bra on, and the sleeveless blouse you are wearing shows your boobs really well when you have you hands up on the wheel. I did remember how good the breeze from the open window felt as it blew into the arm holes in my blouse and down across my breasts. I had not thought about what Denny must have been seeing as he looked over my way when I was driving.

A few weeks passed and we all were excited to find out that we were going to be issued our learners permit that would allow us to drive with any adult in the car. Even after getting our permits, there was more drivers training that had to be done. The one thing that we were all looking forward to was a trip to a bigger city about 50 miles away at night. For these training sessions we would be leaving about 5 in the afternoon, and returning home after dark around 10. What was even more exciting is that we would be taking these final trips with just our instructor, so we would have full advantage of driving the round trip.

My turn finally came and I left the house with my parents blessing, they were watching as I got into the car with my instructor and drove off. Denny was a very good friend of the family, and his parents and mine had been friends for a long time. It was amazing that only these few short years ago, nobody though anything about an Instructor and his Student going out alone and together. How things have changed over the past 10 or so years. We arrived in the city about 6 PM. It was fun driving around all the downtown streets with all the streetlight and sign that you had to pay attention to. I even got to drive on a one way street, something that I had never done before. About 7 PM, Denny ask if I was hungry. Yes, I replied, “I missed my supper because we left so early.” He suggested that we start heading back for home, and stop at a McDonalds that was just out of the city for a bite to eat. “Fine,” I replied and headed the car in the general direction of home.

We stopped at McDonald's, had a burger and fries, and a cold drink. We got back into the car and he said, “I want you to take the next road on the right”, “there is a very pretty lake down there that I would like to show you.” “OK,” I said and started to drive. A few minutes later we arrived at the lake. It was very secluded with just a dirt road leading down to the water’s edge. It looked like no one came here very often. It was just getting dark, and the moon could be seen reflecting in the water across the surface of the lake. “Let’s go down and sit by the water,” he said, “I have a blanked in the trunk.” “OK,” I said and we got out of the car.

He got the blanket from the trunk, and we walked down to the water’s edge. He spread the blanket on the sandy beach, took my hand, and said “let’s set down and enjoy the view.” I started to feel that something was going to happen that I did not expect, and it was kind of exciting now knowing what. Denny reached over to me and said, “here, let me put my arm around you, it is starting to get a little colder as the sun goes down.” I got an excited feeling all over as he put his arm around me, his right hand resting on my right breast, ever so lightly. I could feel my right nipple getting hard, and I had this strange feeling between my legs. He looked at me and said, “I hope you don’t mind me saying so, but you are a very beautiful woman, a woman that I enjoy making love to.” This is the first time that anyone had ever called me a woman and no one had ever said they wanted to make love to me before this. I said, “Denny, I am younger than you and I don’t know if what you want to do will get me into trouble.” Denny replied, “you don’t have to worry, no one will ever know, it will be very special just between us.”

I looked at him for a long time; he started cupping my right breast in his hand, and slowly running his thumb around and on the nipple. It sent chills up and down my spine, and my pussy had a very strange sensation all round it. He looked at me, put his other arm around me and drew me closer. Our lips met and in moments we were sucking and licking each others tongues. I felt the passion rising with each touch of his hand and his wonderful warm wet mouth on mine. He had managed to unbutton my blouse during our kiss and my breasts were now exposed in the moon light, he started to fondle them both, and slowly started kissing and sucking on my nipples. My back curved back, and I felt my pelvic area being pushed up, the feelings I was having were so wonderful, more than anything I had ever experienced. I was both excited and scared, not knowing what was to come next. He took my hand and placed it over his groin. I could feel his very hard penis through his pants.

He kissed me deeply, and said “why don’t you unzip my pants and slide them down. He was kissing me deeply as I reached down and pulled down the zipper. He raised his ass and I slid his pasts down to his knees. He whispered, “Now slide down my shorts too.” For the very first time, right there in front of me, was a hard cock. I had never seen anything like it before, except in a book. This looked nothing like the soft hanging penis I had seen before. It was about 8 or 9 inches long, very thick, and standing straight up from his groin. “It’s OK,” he said, you can put your hand around it if you like. “Just slide you hand up and down and squeeze it on the tip.” It felt so warm and hard, the ridge around the head so smooth and nice feeling. I felt a few drops of warm liquid at the tip, “rub it down my cock,” he said. It was so warm and slippery and felt so smooth and nice in my hand. “That is what is called pre cum,” he said, rub it all over my nice hard cock.

He looked at me and said, “Now it is your turn, I want you to take off your slacks and your panties so I can see your beautiful little pussy.” By now I was so hot and horny, a feeling I had never had before, and I would do anything he asked. I slipped out of my slacks and striped off my panties. I was setting there completely nude in the moonlight. He started kissing me deeply, then kissed my nipples, and then started kissing down my tummy. When he got to my pussy, he slipped his tongue between the lips of my pussy, licking up and down the slit. He then found my clit and started nibbling on it with his lips. I was pushing my pelvis up into his face just as hard as I could, it felt so very good. I was thinking, so this is what sex feels like.

Little did I know in that moment that there was a lot more to come.He looked at me, kissed my mouth, licked my tongue, and said, “I want to eat your sweet little pussy, I want to make you have a climax.” I know what a climax was supposed to be, but had never had one. He spread my legs, and pushed them up toward my neck. He started sucking and licking my pussy, paying a lot of attention to my hard little clit. After about 5 minutes I started to feel something that I had never felt before, I was feeling like I was going to explode inside of my pussy, I started getting contractions deep inside my body, and suddenly I screamed out with joy as I experienced my very first climax. The waves of pleasure continued over and over through my body. I squeezed my nipples, and begged Denny to please not stop what he was doing. I wanted to feel that feeling again, over and over.

After a lot of passionate kissing and Denny playing with my breasts, I was starting to relax, giving me time to wonder what was going to happen next. He held me closely, his hard cock against my tummy, his hand all over my breasts, squeezing and playing with my nipples while he kissed me deeply. He pushed up from me, and looking deeply into my eyes asks, “Are you ready to be fucked by a man?” I just looked up at him and nodded yes as I widely spread my legs, not knowing what coming next.He laid me gently on my back, taking his cock in his hand; he started to rub in against the lips of my pussy. I could feel it spreading apart as he started to insert the head of his cock inside of me. I kind of whimpered as he pushed it harder into my pussy. Suddenly I felt my pussy kind of pop open and the head of his cock was inside of me, I could feel it pressing on something that hurt really bad. “OK,” he said, I am going to break your cherry, “it will only hurt for a little bit and then you will love the feel of my cock inside of your hot wet pussy.” Tears were coming to my eyes, it really hurt a lot. I looked up at him and said, “OK, do it, I want your cock deep inside of my pussy.”

He looked deep into my eyes, and pressed his lips against mine, kissing me deeply. Then with one big push, his hard cock broke through my cherry and was deep inside of me. I tried to yell out, but his kisses smothered the sound. He lay there very quietly, holding me, kissing me, his big cock fully inside of me. “Are you all right?” he asks. “Yes,” I replied, tears streaming down my face. “I want you to fuck me like a woman,” I said, “Make me cum with your cock fucking my tight little pussy.” Slowly he started to move his cock in and out of my pussy. The hurt had gone away and all I could feel was his cock rubbing the inside of my pussy. It was so wet and hot, and I wanted him to fuck me really fast and hard. “Oh Denny,” I said, “Please don’t make me pregnant, I don’t want to have a baby.” He looked at me and said, “don’t worry, I will take it out just before I cum and I would like to cum in your mouth, if that is OK.”

I was so horny I really did not care where he was going to cum, “anywhere except my pussy, I said.” He started to fuck me very fast and hard, it did not take long and I felt that feeling deep inside again, I was going to cum! “Oh Denny,” I cried, “Fuck me, make me cum again with your big cock fucking me, fuck me, fuck me, oh my God,” and I screamed as I reached the second climax of my life.

Denny relaxed and laid there, his hard cock inside of me, as I felt the good feelings in my pussy over and over like waves of water. I was so tightly squeezed around his cock; it felt so good just being in there. He started to slowly pull his cock out of my pussy; I tried to hold him back. He looked at me and said I have always wanted to fuck you between those beautiful tits. He slowly slid his hard cock out of my hot wet pussy. Getting on knees he pushed my tits together, slid his cock in between them and started to fuck them like it was my pussy. As he would push it into my tits, I would lick the end with my tongue, knowing that he wanted me to suck his cock when he was ready to cum. He tasted like something I had tasted before, but did not know what it was, later I realized it was the smell of my pussy and my cum that I must have been tasting and smelling. He started to fuck my tits faster and faster and I could see the head of his cock getting bigger and harder. He started to groan and pushed his cock into my mouth. I started to suck as he fucked my face. All at once he let out a very loud groan, and filled my mouth with his hot cum. Over and over I felt his cock swell as the shot stream after stream of hot cum down my throat. He started to relax, I kept sucking on his cock, getting every last drop of cum out of it. I felt it starting to get limp and he looked at me and said, “That was the best blow job that I have ever had, you are such a wonderful woman, I will never forget this night as long as I live.

We got up and walked out into the warm water of the lake, totally nude in the moonlight. We washed each other off with the warm water, and laughed and giggled about the great time we had just had. I told him that I was glad he was my first, and what a great teacher he was. We got dressed and got back in the car and headed for home. We arrived at my house just about 10 PM. Checking to see that there was no one setting on our porch; I then leaned over and gave him a goodnight kiss, thanking him for the “driving” lesson.

It was my first time for a lot of things that I had never done before. He was such a great lover, so gentle, and so sexy, I will never forget that very first time. Although I did see him from time to time around town, we never spoke about what happened to anyone. I would now be going on to College with a real sexual experience behind me, and I could hardly wait for the next opportunity to make love to another wonderful man.

True story, only Denny’s name was changed to make sure no one ever knows who he is.

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